Multi-Generational Villas

Villa Collection Curated by Our Family Specialist

From cribs to high chairs and even limited mobility options, every member of your family will be taken care of with a private villa vacation with Villas of Distinction.

Most of our properties feature communal gathering areas, separate sleeping quarters for privacy, and a wide variety of recreational facilities and activities to keep people of all ages entertained.

Featured Villas

Exclusive Offers
Guests 8 Bedrooms 6.5 Bathrooms

Dali Hale Estate

Kauai, Hawaii
from  13,500 Club Points/night

More Villas

Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Hortense

Greece / Skiathos
from 4,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Impruneta

Italy / Tuscany
from 4,500 Club Points/night
Exclusive Offers
18 Guests 8 Bedrooms 9.5 Bathrooms

Infinity

Anguilla / West End
from 6,500 Club Points/night
Exclusive Offers
14 Guests 7 Bedrooms 6.5 Bathrooms

Jamoon

Barbados / St. James
from 6,000 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6.5 Bathrooms

L'Oasis

St. Martin / Terres Basses
from 11,000 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

La Paloma

Barbados / Fitts Village
from 3,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 7 Bathrooms

Landmark House

Barbados / St. James
from 6,000 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Leonardo

Italy / Tuscany
from 3,000 Club Points/night
Exclusive Offers
15 Guests 5 Bedrooms 5 Bathrooms

Lienzo at Casa de Campo

Dominican Republic / la Romana
from 6,000 Club Points/night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Los Pinos at Casa de Campo

Dominican Republic / la Romana
from 6,000 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Madras

St. Martin / Terres Basses
from 2,000 Club Points/night
Exclusive Offers
11 Guests 4 Bedrooms 4.5 Bathrooms
Call for Pricing
8 Guests 4 Bedrooms 4 Bathrooms

Hortense

Greece / Skiathos
from 4,500 Club Points/night

This ideal waterfront property is surrounded by an exquisite garden that sits literally on a picturesque, quiet and unspoilt sandy beach, great for long walks and swimming in crystal clear waters.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 6 Bedrooms 6 Bathrooms

Impruneta

Italy / Tuscany
from 4,500 Club Points/night

Impruneta is a typical "Casa Colonica" of the 16th century, situated in a panoramic position on top of a hill embedded in olive groves.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
  • 20% Off in Italy
18 Guests 8 Bedrooms 9.5 Bathrooms

Infinity

Anguilla / West End
from 6,500 Club Points/night

Infinity is one of the eight-bedroom villas in Anguilla's newest luxury villa enclave in the chic West End.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
14 Guests 7 Bedrooms 6.5 Bathrooms

Jamoon

Barbados / St. James
from 6,000 Club Points/night

Jamoon is a charming and private two-story home set on landscaped gardens in the established Sandy Lane Estate on the West Coast. Conveniently located a short distance to duty-free shopping, pristine beaches and an array of dining options, is the beautifully finished, seven-bed holiday villa.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 6 Bedrooms 6.5 Bathrooms

L'Oasis

St. Martin / Terres Basses
from 11,000 Club Points/night

Located on Baie Rouge Beach, Villa L'Oasis on St. Martin is a one-of-a-kind masterpiece, seamlessly blending the captivating allure of Moroccan design with the timeless elegance of Greek architecture.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
  • Up to 10% Off | L'Oasis
10 Guests 5 Bedrooms 5 Bathrooms

La Paloma

Barbados / Fitts Village
from 3,500 Club Points/night

Home on the Platinum coast of Barbados, La Paloma sits right on the beach taking advantage of exceptional ocean views.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 6 Bedrooms 7 Bathrooms

Landmark House

Barbados / St. James
from 6,000 Club Points/night

Landmark House is one of only three villas situated directly on the exclusive Sandy Lane Beach, the premier location along Barbados’ platinum coast. Set within a tropical garden, it is a most striking property.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 6 Bedrooms 6 Bathrooms

Leonardo

Italy / Tuscany
from 3,000 Club Points/night

Villa Leonardo is a beautiful, private 12-acre estate tucked away in Chianti, the heart of Tuscany, between Florence and Siena.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
15 Guests 5 Bedrooms 5 Bathrooms

Lienzo at Casa de Campo

Dominican Republic / la Romana
from 6,000 Club Points/night

Contemporary chic defines this wonderful one-story villa featuring sleek furnishings, natural materials, and soothing colors.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
8 Guests 4 Bedrooms 4 Bathrooms

Los Pinos at Casa de Campo

Dominican Republic / la Romana
from 6,000 Club Points/night

With living areas on the main floor and bedrooms upstairs, this two-story villa is the perfect set-up for sharing good times together while still enjoying individual privacy.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
10 Guests 5 Bedrooms 5 Bathrooms

Madras

St. Martin / Terres Basses
from 2,000 Club Points/night

Madras is a luxurious Caribbean villa situated in Terre-Basses, a private gated community area in French St Martin.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
11 Guests 4 Bedrooms 4.5 Bathrooms
Call for Pricing

The charm of Villa 1903 stems from its distinct embellishments, contrasting colors, and architectural design.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners